A new synthetic route of 2-aroyl-and 2-benzyl-benzofurans and their application in the total synthesis of a metabolite isolated from dorstenia gigas

…, M del Carmen Cruz, F Jiménez, LG Zepeda…

Index: Correa, Christian; Cruz, Maria Del Carmen; Jimnez, Fabiola; Zepeda, L. Gerardo; Tamariz, Joaqun Australian Journal of Chemistry, 2008 , vol. 61, # 12 p. 991 - 999

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Citation Number: 8

Abstract

Abstract The Lewis acid-catalyzed cyclization of the (Z)-3-(dimethylamino)-2-aryloxy-1- arylprop-2-en-1-ones 4a–h leads to a regioselective and short synthesis of 2- aroylbenzofurans 2a–h. The Wolff–Kishner reduction of the latter yielded a series of substituted 2-benzylbenzofurans 3a–h. This methodology was applied in the first total synthesis of the metabolite 2-(4-hydroxybenzyl)-6-methoxybenzofuran 1, which was ...